The tert-amino reaction effect was examined. A new method to synthesize spiro heterocycles is presented. It was shown that the “tert-amino effect” could be applied to the formation of spiro-fused heterocycles. The formation of spiro compounds proceeds in most cases in good yields in a one-pot reaction.
Ring closure reactions O 0130tert-Amino Effect in Heterocyclic Chemistry. Synthesis of Hydrogenated Spiro Derivatives of Quinolines. -The synthesis of spiro derivatives of heterocycles is based on reactions proceeding by the mechanism of the "tert-amino-effect" which generalizes cyclization reactions of certain derivatives of ortho-substituted N,N-dialkylanilines. Using this strategy, a variety of spiro compounds is obtained by reaction of o-aminobenzaldehydes (III) with cyclic CH-active compounds such as (IV), (VI), (VIII), and (X). A further method involves Koevenagel condensation of (III) with malonic ester, cyclization of the resulting benzylidenemalonic esters to fused quinolines, and condensation of the latter with disubstituted urea to afford the targets. However, this method involves disadvantages associated with the formation of by-products. -(D'YACHENKO, E. V.; GLUKHAREVA, T. V.; NIKOLAENKO, E. F.; TKACHEV, A. V.; MORZHERIN*, Y. Y.; Russ.
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